Hydrochloric Acid → HCID 19849382, compound

HRID 1607797Notes

Reaction equation

HRID 1607797 reaction equation
[C:1]([C:3]1[CH:8]=[CH:7][C:6]([C:9]23[CH2:16][CH2:15][C:12]([CH2:17][CH2:18][CH3:19])([CH2:13][CH2:14]2)[CH2:11][CH2:10]3)=[CH:5][C:4]=1N)#[N:2].N([O-])=O.[Na+].[ClH:25]>>[C:1]([C:3]1[CH:8]=[CH:7][C:6]([C:9]23[CH2:16][CH2:15][C:12]([CH2:17][CH2:18][CH3:19])([CH2:13][CH2:14]2)[CH2:11][CH2:10]3)=[CH:5][C:4]=1[Cl:25])#[N:2]

Participants

4

Reactant 3

HCID 313Hydrochloric Acid2×HCID 19849418HCID 19849418, compoundHCID 23668193Sodium Nitrite

Product 1

HCID 19849382HCID 19849382, compound

Procedure

A diazonium salt solution prepared from 20.1 g of 1-(4-cyano-3-aminophenyl)-4-n-propylbicyclo[2.2.2]octane, 5.2 g of sodium nitrite and 40 ml of 20 per cent hydrochloric acid is added dropwise at 0oto a solution of 9.9 g of Cu(I) chloride in 40 ml of concentrated hydrochloric acid, the mixture is then heated on a boiling water bath until the evolution of gas is complete and is allowed to cool, giving 1-(4-cyano-3-chlorophenyl)-4-n-propylbicyclo[2.2.2]octane by extracting and working up.

Workup

  1. temperaturethe mixture is then heated on a boiling water bath until the evolution of gas
  2. temperatureto cool

Sources & evidence

ORD record
ord-25c1550a47a14d369534b65504d6ebc0
Source dataset
uspto-grants-1989_09
Patent number
US04867904

Reaction notes

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